Abstract

A detailed study of the reduction of 3,4,5-triphenylfuran-2(5H)-ones with lithium aluminium hydride, with deuterium as a marker, has been performed. On the basis of the results it is proposed that 1,4-hydride attack is followed by regiospecific hydridoalumination of the enolate double bond only in those cases where the resulting complex can be stabilised.

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